Historic Annapolis Walking Tour – Small Group Guided Tour

Explore Historic Annapolis on a Guided Walking Tour

The Historic Annapolis Walking Tour by Rebecca K’s Walking Tours offers a relaxed yet comprehensive glimpse into the city’s storied past. Priced at $35 per person, this small-group adventure is perfect for those who want an immersive experience without the rush. The tour lasts roughly 1 hour 30 minutes to 2 hours and covers about 2 miles at a gentle pace, making it accessible for most participants.

What makes this tour stand out is its focus on key landmarks and its outdoor format in all weather conditions, as it takes place rain or shine. It is especially suitable for visitors who appreciate history, architecture, and local stories. The tour departs from the Lawyers Mall, a central and easily accessible point in Annapolis, and includes a variety of stops that reveal the city’s colonial roots, political significance, and maritime traditions.

Key Points

• Affordable price at $35 per person for a comprehensive, guided experience
• Approximate duration of 1.5 to 2 hours with frequent stops
• Highlights include the Maryland State House, St. John’s College, and the US Naval Academy
• Walks through cobblestone pathways and uneven brick roads
• Advance booking is recommended, with most reservations made 55 days in advance
• Maximum group size of 15 travelers ensures an intimate experience

Starting Point at Lawyers Mall and the Thurgood Marshall Statue

The tour begins at Lawyers Mall, located in front of the Maryland State House. This site is notable for the Thurgood Marshall statue, a tribute to the first Black Supreme Court Justice, setting an inspiring tone for the tour. The meeting point is convenient and well-known, making it easy to find, and travelers are encouraged to arrive ten minutes early.

From this initial spot, the guide introduces the rich political history of Annapolis, providing context before heading inside the Maryland State House. Since the State House is the oldest legislative building still in use, it offers a fascinating look at American governance and colonial architecture.

Inside the Maryland State House: The Heart of Political History

The Maryland State House is a key stop where visitors go inside for a 20-minute guided tour. The guide explains its significance as the oldest active state capitol, emphasizing its role in American history. Guests get to see the chambers where important legislative decisions have been made over centuries.

This stop is entirely free of charge, and the guide’s knowledge helps convey the importance of Maryland’s political legacy. The interior visit complements the outdoor sightseeing, offering a well-rounded perspective on the city’s governmental roots.

Visiting St. John’s College: The Third Oldest College in the US

Next, the tour takes you to St. John’s College, founded in 1696 as The King William’s School. It is the third oldest college in the United States, and its historic campus is a highlight. The guide spends about 10 minutes here, pointing out notable buildings and the college’s enduring academic tradition.

While the college grounds are admired from the outside, no entry fee is required for this stop. The architecture and historic atmosphere contribute to understanding Annapolis’s long-standing role as an educational center.

Passing by Hammond-Harwood House and William Paca House

The tour includes a walk-by of the Hammond-Harwood House, built in 1774, and the William Paca House & Garden. Both are not included in the admission but are visible from the street, offering a glimpse of 18th-century architecture and affluent life during colonial times.

The Hammond-Harwood House is a prime example of Georgian architecture, while the William Paca House provides insight into the life of a signer of the Declaration of Independence. These quick views allow visitors to appreciate the historic elegance of Annapolis’ prominent residences.

Entering the Grounds of the US Naval Academy

One of the tour’s key features is a 30-minute visit inside the United States Naval Academy at Gate 1. To enter, each participant must bring a REAL ID or passport; non-U.S. nationals are not permitted inside.

The Naval Academy is a central part of Annapolis’s identity as the sailing capital of the world. The guide leads visitors around the grounds, highlighting its significance as a military and maritime training facility. This stop is the most substantial part of the tour in terms of time and offers a unique view of the nation’s naval history.

Viewing the Historic Shiplap House and the Kunta Kinte – Alex Haley Memorial

The tour also includes stops at the Shiplap House, one of the earliest surviving houses in Annapolis, and the Kunta Kinte – Alex Haley Memorial, which celebrates African American history and cultural heritage. Both are free to view and give meaningful context to the city’s diverse past.

While only seen from the street, these sites deepen the understanding of Annapolis’s historical layers and social fabric.

Practical Details and Tour Logistics

The tour is led by an English-speaking guide who ensures the group stays on schedule. Punctuality is important, with a 10-minute wait policy before the tour proceeds without late arrivals. The group size is limited to 15 people, fostering an intimate and engaging atmosphere.

Participants are advised to wear comfortable shoes suitable for cobblestone pathways and uneven brick roads. Bringing a camera and cash for personal expenses is recommended, as the tour is outdoors and includes stops with no entrance fees. The meeting point is 100 State Cir, Annapolis, and the tour concludes at the Annapolis Market House.

Accessibility and Booking Tips

The tour is suitable for most travelers, with service animals allowed and near public transportation access. Most bookings are made 55 days in advance, reflecting its popularity, especially on weekends. The tour offers free cancellation up to 24 hours before the scheduled start, providing flexibility in planning.

How This Tour Compares for Visitors

This small-group guided walking tour offers a balanced mix of historic sites, political landmarks, and naval traditions. The inside visit to the Maryland State House and the US Naval Academy are particular highlights, giving tangible insights into Annapolis’s significance.

While it covers roughly 2 miles at a relaxed pace, the presence of cobblestone streets and uneven brick roads means comfortable walking shoes are essential. The tour’s limited group size enhances the experience, allowing easy interaction with the guide.

Final Thoughts on the Annapolis Walking Tour

The $35 price point represents good value for a tour that combines history, architecture, and maritime heritage. Its duration makes it manageable for most schedules, and the free stops provide plenty of interesting sights.

This tour is ideal for those who enjoy history, politics, and naval culture, especially if they prefer outdoor experiences regardless of weather. The advance booking is recommended, and punctuality ensures the best experience. While not offering food or drink, it provides a solid foundation for exploring Annapolis further.

Frequently Asked Questions

How long does the tour last?
The tour lasts approximately 1 hour 30 minutes to 2 hours, covering about 2 miles.

Where does the tour start and end?
It begins at Lawyers Mall (100 State Cir) and ends at Annapolis Market House.

What is included in the tour?
The tour includes an English-speaking guide and the guided walking experience.

Are entrance fees required for any stops?
No, stops like the Maryland State House and Naval Academy are free to enter or view from outside.

What should I bring?
Participants should bring comfortable shoes, a camera, cash for personal expenses, and appropriate rain gear if needed.

Is the tour suitable for children?
Yes, it is suitable for people of all ages, given the relaxed pace and frequent stops.

Do I need to book in advance?
Yes, most bookings are made around 55 days in advance, especially for weekend tours.

Can non-U.S. nationals participate?
Yes, but non-U.S. nationals must bring a passport to enter the Naval Academy.

Is this tour accessible for everyone?
Most travelers can participate, and service animals are allowed.

What if I need to cancel?
The tour offers free cancellation up to 24 hours before the start time, ensuring peace of mind for planning.

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This Historic Annapolis Walking Tour offers a well-rounded exploration of the city’s past and present, combining outdoor sightseeing with inside visits to significant landmarks. Its affordability and intimate group size make it an appealing choice for history enthusiasts and curious visitors alike.